1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene

Base Information

• Chemical Name: 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene
• CAS No.: 143121-42-0
• Molecular Formula: C₃₄H₄₆O₃Si
• Molecular Weight: 530.823

Synonyms:1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene

Chemical Property of 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene

Chemical Property:

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Technology Process of 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene

There total 3 articles about 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2,2-Dimethyl-propionic acid (1R,2R)-1-hydroxymethyl-1-methyl-1,2,5,6,7,8-hexahydro-naphthalen-2-ylmethyl ester (143121-40-8) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene (143121-42-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; a) 0 deg C, 15 min, b) 70 deg C, 15 h;

DOI:10.1021/jo00044a025

Reference yield:

pivaloyl chloride (3282-30-2) → 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene (143121-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / pyridine / CH₂Cl₂ / 1 h / -30 °C

2: 96 percent / imidazole / dimethylformamide / a) 0 deg C, 15 min, b) 70 deg C, 15 h

With pyridine; 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00044a025

Reference yield:

((1R,2R)-2-Hydroxymethyl-1-methyl-1,2,5,6,7,8-hexahydro-naphthalen-1-yl)-methanol (143121-39-5) → 1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-1,2,5,6,7,8-hexahydronaphthalene (143121-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / pyridine / CH₂Cl₂ / 1 h / -30 °C

2: 96 percent / imidazole / dimethylformamide / a) 0 deg C, 15 min, b) 70 deg C, 15 h

With pyridine; 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00044a025

upstream raw materials:

2,2-Dimethyl-propionic acid (1R,2R)-1-hydroxymethyl-1-methyl-1,2,5,6,7,8-hexahydro-naphthalen-2-ylmethyl ester

tert-butylchlorodiphenylsilane

pivaloyl chloride

((1R,2R)-2-Hydroxymethyl-1-methyl-1,2,5,6,7,8-hexahydro-naphthalen-1-yl)-methanol

Downstream raw materials:

1-<<(diphenyl-tert-butylsilyl)oxy>methyl>-1-methyl-2-<(pivaloyloxy)methyl>-3,4-dihydroxy-1,2,3,4,5,6,7,8-octahydronaphthalene

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